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Fmoc-based synthesis of peptide thioesters for native chemical ligation employing a tert-butyl thiol linker.

Organic letters (2011-03-02)
Richard Raz, Jörg Rademann
RÉSUMÉ

tert-Butyl thioesters display an astonishing stability toward secondary amines in basic milieu, in contrast to other alkyl and aryl thioesters. Exploiting this enhanced stability, peptide thioesters were synthesized in a direct manner, applying a tert-butyl thiol linker for Fmoc-based solid-phase peptide synthesis.

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Sigma-Aldrich
2-Methyl-2-propanethiol, 99%